Compound 1878

Identifiers

Canonical SMILES:

CCS(=O)(=O)Nc1ccc(Oc2ccc(F)cc2F)c(c1)-c1cn(C)c2c1cc[nH]c2=O

IUPAC name:

N-[4-(2,4-difluorophenoxy)-3-{1-methyl-7-oxo-1H,6H,7H-pyrrolo[2,3-c]pyridin-3-yl}phenyl]ethane-1-sulfonamide

InChi:

InChI=1S/C22H19F2N3O4S/c1-3-32(29,30)26-14-5-7-19(31-20-6-4-13(23)10-18(20)24)16(11-14)17-12-27(2)21-15(17)8-9-25-22(21)28/h4-12,26H,3H2,1-2H3,(H,25,28)

InChiKey:
```
RWDOZZPKEZJESZ-UHFFFAOYSA-N
```

External links

86287690

CHEMBL4096183

87G

External search

Bibliography (1)

Publication	Name
Hasvold Lisa A., Sheppard George S., Wang Le, Fidanze Steven D., Liu Dachun, Pratt John K., Mantei Robert A., Wada Carol K., Hubbard Robbert, Shen Yu, Lin Xiaoyu, Huang Xiaoli, Warder Scott E., Wilcox Denise, Li Leiming, Buchanan F. Greg, Smithee Lauren, Albert Daniel H., Magoc Terrance J., Park Chang H., Petros Andrew M., Panchal Sanjay C., Sun Chaohong, Kovar Peter, Soni Nirupama B., Elmore Steven W., Kati Warren M., McDaniel Keith F.. . Methylpyrrole inhibitors of BET bromodomains Bioorganic & Medicinal Chemistry Letters.	36

Publication

Name

Hasvold Lisa A., Sheppard George S., Wang Le, Fidanze Steven D., Liu Dachun, Pratt John K., Mantei Robert A., Wada Carol K., Hubbard Robbert, Shen Yu, Lin Xiaoyu, Huang Xiaoli, Warder Scott E., Wilcox Denise, Li Leiming, Buchanan F. Greg, Smithee Lauren, Albert Daniel H., Magoc Terrance J., Park Chang H., Petros Andrew M., Panchal Sanjay C., Sun Chaohong, Kovar Peter, Soni Nirupama B., Elmore Steven W., Kati Warren M., McDaniel Keith F.. . Methylpyrrole inhibitors of BET bromodomains Bioorganic & Medicinal Chemistry Letters.

Pharmacological data

Biochemical tests	Cellular tests	PK tests	Cytotoxicity tests
1	2	0	0

Targets

PPI family	Best activity	Diseases	MMoA
Bromodomain / Histone	7.96	cancer	Inhibition

Physicochemical filters

Descriptor	Lipinski's RO5	Veber	Pfizer's 3/75
MW	≤ 500 g/mol	-	-
AlogP	≤ 5	-	≤ 3
HBA	≤ 10	-	-
HBD	≤ 5	-	-
(HBA + HBD)	-	≤ 12	-
TPSA	-	≤ 140 Å²	≥ 75 Å²
RB	-	≤ 10	-

	Descriptor	Lipinski's RO5	Veber	Pfizer's 3/75
Compliance
MW	459.11 g/mol
HBA	7
HBD	2
HBA + HBD	9
AlogP	2.86
TPSA	89.43
RB	5

Radar chart

Short name	Threshold
MW	≤ 500 g/mol
AlogP	≤ 5
HBD	≤ 5
HBA	≤ 10
TPSA	≤ 140 Å²
RB	≤ 10
ArRing	≤ 4
Fsp3	≥ 0.4
R/S	≥ 1

PCA : iPPI-DB chemical space

PCA : Correlation circle

Efficiencies: iPPI-DB biplot LE versus LLE

Summary

Bibliographic ressources	Biochemical tests	Cellular tests	PK tests	Cytotoxicity tests
1	1	2	0	0

Pharmacological data

Bibliography	Name	Target	Competition	Assay type	Assay name	Cell line	Activity type	Activity
10.1016/j.bmcl.2017.02.057	36	BRD4 O60885	H4 P62805	Biochemical assay	Time-Resolved FRET		pKi (inhibition constant, -log10)	7.96
10.1016/j.bmcl.2017.02.057	36	BRD4 O60885	H4 P62805	Cellular assay	MX-1 proliferation assay	MX-1	pEC50 (half maximal effective concentration, -log10)	7.25
10.1016/j.bmcl.2017.02.057	36	BRD4 O60885	H4 P62805	Cellular assay	Luciferase reporter	H1299	pEC50 (half maximal effective concentration, -log10)	7.25

Ta	Name	Drugbank ID
0.5101	Dasabuvir	DB09183
0.4571	Merestinib	DB12381
0.4346	N-{2,4-difluoro-3-[(5-pyridin-3-yl-1H-pyrrolo[2,3-b]pyridin-3-yl)carbonyl]phenyl}ethanesulfonamide	DB07000
0.4210	Omipalisib	DB12703
0.4206	ABT-072	DB15156
0.4189	1-(4-fluorophenyl)-N-[3-fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)phenyl]-2-oxo-1,2-dihydropyridine-3-carboxamide	DB06896
0.4170	Vemurafenib	DB08881
0.4162	5-[3-(2-METHOXYPHENYL)-1H-PYRROLO[2,3-B]PYRIDIN-5-YL]-N,N-DIMETHYLPYRIDINE-3-CARBOXAMIDE	DB08350
0.3945	(13R,15S)-13-METHYL-16-OXA-8,9,12,22,24-PENTAAZAHEXACYCLO[15.6.2.16,9.1,12,15.0,2,7.0,21,25]HEPTACOSA-1(24),2,4,6,17(25),18,20-HEPTAENE-23,26-DIONE	DB06888
0.3938	4-(2-amino-1-methyl-1H-imidazo[4,5-b]pyridin-6-yl)phenol	DB06898
0.3892	Dactolisib	DB11651
0.3864	Cimicoxib	DB05095
0.3846	Ponazuril	DB11452
0.3830	BMS-986158	DB15435
0.3824	3-(2-aminoquinazolin-6-yl)-4-methyl-1-[3-(trifluoromethyl)phenyl]pyridin-2(1H)-one	DB07528